Triphenylmethane dye and process of making same.



7 matters can b 40 invention is not limited to these examples.

45 for, 4 hours.

ALFREDCONZETTI, OF- BASEL, SWITZERLAND, ASSIGNORTO ANIL-INE COLOUR AND EXTRACT WORKS, FOR-MERLY JOHN R. GEIGY,'OF BASEL, SWITZERLAND.

" TRIBI-IENYULMETHANE DYE AND PROCESS or MAKING} SAME.

i To alliuhom it mo concern:

. Be it known that I, ALFRED CoN zEr'rI,

- doctor of philoso 'hy', chemist, a citizen of the SwissfRepubiicf and residing at Basel,

.15 Switzerland, have invented certain new and useful Improvements in. l\[ordantl)yeing Coloring-Matters of the Triphenylmethanc Series, of which the following is a specification.

1c .Tr'iphenylmethaneDye and Process of Making Same.

My present invention relates to the pro-' duction of new 'tripheny'lmethanedye-stuffs,

adapted-to be afterwards treated with bi- 15 chromate, by condensing ortho-c hlorobenzaldehyde of the general formula 2c (a: and y representing hydrogen atoms which can be replaced by halogen, the nitro "or sulfo group) for instance: orthochlorobenzaldehyde (CHO:Cl'-=1:2) 'dichloroben- :z-aldehyde '(CHO:Cll=1:2:4 and 12:5)

nitroorthochloro-benzaldehyde' and by. oxidizing the thus produced leuco compounds in presence of concentrated sulfuric acid by means of nitrous acid or nitric acid. g

The follow 'amples will serve to 1llus i which the new coloring tained in practice, but my Example I. A mixture of 14.] kilos or orthochlorobenzaldehyde 150 kilos of concentrated sulfuric ac dand 27.6 kilos of salicylic acid is well stirred a temperature of 15 C. Then a solution of 7 kilos of' nitrite of sodium in 100 kilos of concentrated sulfuric acid is poured into it and heated within 4 hours to 90100 C. The formation ofcolo'rin'g matter will commence at 40 C.

and is finished after two hours more stirring Specification of Letters laten't'.

- Application filed August 1-1907- Serial No. 386624.

Patented Jan. 21, 1908.

at 90100 C. The deep red melt is then poured into water and the resulting-precipitate is filtered off, washed and dried; The

dyestufl', a brick colored powder, is insoluble in water, soluble in soda'with bluish red and in alkali with reddish-violet-hue. When dyed in an acidulated bath, the dyestufl' goes on the wool as analmost colorless carbinol andturns as full violet blue only after being chromed.

Example II. 18.5 kilos of 2-chloro-5- nitrobenzaldehyde and 30.4 kilos of orthocresotinic acid are condensed while stirring with 200 kilos of concentrated sulfuric acid at a temperature of 60 C. and oxidized by means of 14 kilos of a mixture of nitric and sulfuric acid (containing 45% HNO under formation of nitrous oxids. After stirring for another 2 hours at the same temperature the melt is poured into water. and filtered off. The coloring matter is a red powder, insoluble in water, soluble 1n soda with a slightly brownish-red, in alkali with bluish I violet tint which by the liberal addition of alkali will, while forming flakes, turn a pure blue. The dyeings on wool in an acidulated bath will yield shades ofa slight yellowishred only which by after treatment with bichromate of potassium, changes into a brilliant and pure greenish blue. The same greenish blue shades are produced by dyeing chrome mordanted wool. The new dyestuffs can also be used for printing on cotton when mixed with a chrome salt. The chromed dyeings excelin very good fastness to milling as well as in fastness to light hitherto unknown with colors of the triphenylmethane-range.

' Having now described my invention what I claim is- 1. The process for the production of coloring matters of the triphenylmethane series by condensing the hereinbefore defined orthochloro-benzaldehydes in presence of concentrated sulfuric acid with aromatic orthooxycarbonic acids and by subsequently oxidizing the thus produced leuco compounds by means of a solution of sodium nitrite in concentrated sulfuric acid.

'2. The process for the production ofcole oriug matters of the triphenylmethane series by condensing the hereinbcfore defined orthochloro-benzaldchydes in presence of concentrated sulfuric acid with orthocresotinic -'.thochlord benzaldehydes in presence of con-' centrated sulfuric acid With orthocresotinic acid and by subsequently oxidizing the thus produced leuco compounds by'means of a mixture of nitric and-sulfuric acid.

'4. As new' articles of manufacture the coloring matters obtainable as described from the hereinbefore defined orthochlorobenzaldehydes and aromatic orthooxy carbonic' acids which dyestuffs are in the shape of their free'carbonic-acids from orange redto dark bronz'elike powder, soluble in diluted caustic soda lye with a violet color, dyeing wool slight "yellowish red which shades sby aftertreatrnent with bichronfiate change into V a brilliant blue, and yieldingthe same blue jshades when chrome salt. -5. As new article" of manufacture the col- 'oring matter obtainable as described from printed on cotton with a the 5-nitro-orthochloro-benzaldehyde and orthocresotinic acid, which'dyestufl'. is in the shape of its free'carbonic acid 'a red powder,

insoluble in water} soluble in diluted caustic soda lye with a bluish violet color, dyein wool from acid bath slight yellowish re which shades by aftertreatment with bichromate change-into a brilliant greenish 'blue, andyielding' the same greenish blue printed on "cotton with a shades when chrome salt. 3

In testimony whereof I hav'etsigned this specification in the presence 'of tw o sub scribing Witnesses. 5

v ALFRED CONZETTI; VVitnes'ses: I

GEO; GIFFORD, CHARLES KOEGHLIN.- 

